Biwer Peter, Neumann-Schaal Meina, Henke Petra, Jahn Dieter, Schulz Stefan
Institute of Organic Chemistry, Technische Universität Braunschweig, Braunschweig, Germany.
Department of Metabolomics, Leibniz Institute DSMZ-German Collection of Microorganisms and Cell Cultures, Braunschweig, Germany.
Front Microbiol. 2022 Jun 16;13:864587. doi: 10.3389/fmicb.2022.864587. eCollection 2022.
(previously ) causes life-threatening gut infections. The central metabolism of the bacterium is strongly influencing toxin production and consequently the infection progress. In this context, the composition and potential origin of the volatile metabolome was investigated, showing a large number of sulfur-containing volatile metabolites. Gas chromatography/mass spectrometry (GC/MS)-based headspace analyses of growing 630Δ cultures identified 105 mainly sulfur-containing compounds responsible of the typical odor. Major components were identified to be 2-methyl-1-propanol, 2-methyl-1-propanethiol, 2-methyl-1-butanethiol, 4-methyl-1-pentanethiol, and as well as their disulfides. Structurally identified were 64 sulfur containing volatiles. In order to determine their biosynthetic origin, the concentrations of the sulfur-containing amino acids methionine and cysteine were varied in the growth medium. The changes observed in the volatile metabolome profile indicated that cysteine plays an essential role in the formation of the sulfur-containing volatiles. We propose that disulfides are derived from cysteine formation of cystathionine analogs, which lead to corresponding thiols. These thiols may then be oxidized to disulfides. Moreover, methionine may contribute to the formation of short-chain disulfides through integration of methanethiol into the disulfide biosynthesis. In summary, the causative agents of the typical odor were identified and first hypotheses for their biosynthesis were proposed.
(以前)会导致危及生命的肠道感染。该细菌的中心代谢强烈影响毒素产生,进而影响感染进程。在此背景下,对挥发性代谢组的组成和潜在来源进行了研究,结果显示存在大量含硫挥发性代谢物。基于气相色谱/质谱(GC/MS)的顶空分析对生长中的630Δ培养物进行检测,确定了105种主要含硫化合物,这些化合物是产生典型气味的原因。主要成分被鉴定为2-甲基-1-丙醇、2-甲基-1-丙硫醇、2-甲基-1-丁硫醇、4-甲基-1-戊硫醇以及它们的二硫化物。在结构上鉴定出了64种含硫挥发物。为了确定它们的生物合成来源,在生长培养基中改变含硫氨基酸甲硫氨酸和半胱氨酸的浓度。挥发性代谢组图谱中观察到的变化表明,半胱氨酸在含硫挥发物的形成中起关键作用。我们提出二硫化物源自半胱氨酸形成的胱硫醚类似物,进而产生相应的硫醇。然后这些硫醇可能被氧化为二硫化物。此外,甲硫氨酸可能通过将甲硫醇整合到二硫化物生物合成中,对短链二硫化物的形成有贡献。总之,确定了典型气味的成因,并提出了其生物合成的初步假设。